催化作用
铜
炔基化
化学
终端(电信)
脱羧
组合化学
光化学
有机化学
电信
计算机科学
作者
Hai-Dong Xia,Zhongliang Li,Qiang-Shuai Gu,Xiaoyang Dong,Jia-Heng Fang,Xuanyi Du,Lilei Wang,Xinyuan Liu
标识
DOI:10.1002/anie.202006317
摘要
We describe a photoinduced copper-catalyzed asymmetric radical decarboxylative alkynylation of bench-stable N-hydroxyphthalimide(NHP)-type esters of racemic alkyl carboxylic acids with terminal alkynes, which provides a flexible platform for the construction of chiral C(sp3 )-C(sp) bonds. Critical to the success of this process are not only the use of the copper catalyst as a dual photo- and cross-coupling catalyst but also tuning of the NHP-type esters to inhibit the facile homodimerization of the alkyl radical and terminal alkyne, respectively. Owing to the use of stable and easily available NHP-type esters, the reaction features a broader substrate scope compared with reactions using the alkyl halide counterparts, covering (hetero)benzyl-, allyl-, and aminocarbonyl-substituted carboxylic acid derivatives, and (hetero)aryl and alkyl as well as silyl alkynes, thus providing a vital complementary approach to the previously reported method.
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